Potassium Carbonate → 1-(2-chloro-pyrimidin-4-yl)-4-(3-methanesulfonyl-propoxy)-1H-indole

HRID 237423ノート

反応式

HRID 237423 の反応式
[CH3:1][S:2]([CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][NH:13]2)(=[O:4])=[O:3].[Cl:18][C:19]1[N:24]=[C:23](Cl)[CH:22]=[CH:21][N:20]=1.C1C=CC2N(O)N=NC=2C=1.C([O-])([O-])=O.[K+].[K+]>CC(O)C.CC(N(C)C)=O>[Cl:18][C:19]1[N:24]=[C:23]([N:13]2[C:14]3[C:10](=[C:9]([O:8][CH2:7][CH2:6][CH2:5][S:2]([CH3:1])(=[O:4])=[O:3])[CH:17]=[CH:16][CH:15]=3)[CH:11]=[CH:12]2)[CH:22]=[CH:21][N:20]=1

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 757711-HydroxybenzotriazoleHCID 775312,4-DichloropyrimidineHCID 580170924-(3-methanesulfonyl-propoxy)-1H-indole

生成物 1

HCID 580170801-(2-chloro-pyrimidin-4-yl)-4-(3-methanesulfonyl-propoxy)-1H-indole収率 94%

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒HCID 31374Dimethylacetamide溶媒

反応条件

温度
0 °C

実験手順

4-(3-Methanesulfonyl-propoxy)-1H-indole (188.1 g), 2,4-dichloropyrimidine (221.25 g), HOBT (20.08 g), K2CO3 (143.68 g) and DMA (1.6 L) were heated to 85° C. for 20 h. IPA (5 was then added and the mixture was stirred for 20 min, then cooled to 0° C. for 3 h and filtered. The collected solid was rinsed with IPA and water, and the solid was dried in vacuo at 55° C. for 4 days to yield 1-(2-chloro-pyrimidin-4-yl)-4-(3-methanesulfonyl-propoxy)-1H-indole (94%).

後処理

  1. filtrationfiltered
  2. washThe collected solid was rinsed with IPA and water
  3. customthe solid was dried in vacuo at 55° C. for 4 days

出典と根拠

ORDレコード
ord-b2cec9eacf5049e1b3e43e2be50e8405
出典データセット
uspto-grants-2014_02
特許番号
US08642601B2

反応ノート

読み込み中…